Title: The Best Aparthotels in South Side | Expedia.co.uk [South Side Travel Guide](https://expedia.co.uk/South-Side.dx553248635074842823)[Hotels in South Side](https://expedia.co.uk/South-Side-Hotels.d553248635074842823.Travel-Guide-Hotels)[Holiday Rentals in South Side](https://expedia.co.uk/South-Side-Holiday-Rentals.d553248635074842823.Travel-Guide-HolidayRentals)[Flights to South Side](https://expedia.co.uk/Cheap-Flights-To-South-Side.d553248635074842823.Travel-Guide-Flights)[Things to do in South Side](https://expedia.co.uk/Things-To-Do-In-South-Side.d553248635074842823.Travel-Guide-Activities)[South Side Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-South-Side.d553248635074842823.Car-Hire-Guide)[South Side Holidays](https://expedia.co.uk/South-Side.d553248635074842823.Holidays-City-Breaks) ![Chicago South Side](https://images.trvl-media.com/place/553248635074842823/b2e1e3a5-ccd2-44b6-98c8-396a826d999c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/553248635074842823/b2e1e3a5-ccd2-44b6-98c8-396a826d999c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [10 Apr - 12 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=553248635074842823&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [22 May - 24 May](https://www.expedia.co.uk/Hotel-Search?regionId=553248635074842823&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [19 Jun - 21 Jun](https://www.expedia.co.uk/Hotel-Search?regionId=553248635074842823&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [17 Jul - 19 Jul](https://www.expedia.co.uk/Hotel-Search?regionId=553248635074842823&startDate=2026-07-17&endDate=2026-07-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for South Side aparthotels ![Indoor pool](https://images.trvl-media.com/lodging/77000000/76270000/76267500/76267438/58291697.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Apartment, 1 Bedroom | Private kitchen | Oven, stovetop, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/77000000/76270000/76267500/76267438/f6d9d5c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Apartment, 2 Bedrooms | Living area | 55-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/77000000/76270000/76267500/76267438/ecc0a878.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/77000000/76270000/76267500/76267438/ccaab668.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sentral Michigan Avenue [](https://www.expedia.co.uk/Chicago-Hotels-Sentral-Michigan-Avenue.h76267438.Hotel-Information) Downtown Chicago 9.2/10 Wonderful (1,114 reviews) "Clean spacious my go to vacation spot all year around " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) xavier £119 includes taxes & fees 1 Apr - 2 Apr [](https://www.expedia.co.uk/Chicago-Hotels-Sentral-Michigan-Avenue.h76267438.Hotel-Information) ![Dining room](https://images.trvl-media.com/lodging/47000000/46240000/46231100/46231022/264e98f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/47000000/46240000/46231100/46231022/b5ecc9d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Studio, 1 Queen Bed with Sofa bed, Non Smoking (Self Check-in with Virtual Front Desk) | Premium bedding, memory-foam beds, individually decorated](https://images.trvl-media.com/lodging/47000000/46240000/46231100/46231022/5de126ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/47000000/46240000/46231100/46231022/a150e313.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kasa Magnificent Mile Chicago [](https://www.expedia.co.uk/Chicago-Hotels-Kasa-Chicago-River-North-Apartments.h46231022.Hotel-Information) Downtown Chicago 9.4/10 Exceptional (718 reviews) "Fantastic location with great amenities and secure." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tomeka [](https://www.expedia.co.uk/Chicago-Hotels-Kasa-Chicago-River-North-Apartments.h46231022.Hotel-Information) ![Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/8c061e2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property – evening/night](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/8a983359.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 Single Bed, City View | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/f7ca0ea3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/d03e88da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Level Chicago – Old Town [](https://www.expedia.co.uk/Chicago-Hotels-LEVEL-Furnished-Living-Chicago.h39805843.Hotel-Information) Downtown Chicago 9.0/10 Wonderful (450 reviews) "Great value, friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marcus £160 includes taxes & fees 29 Mar - 30 Mar [](https://www.expedia.co.uk/Chicago-Hotels-LEVEL-Furnished-Living-Chicago.h39805843.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/119000000/118410000/118409500/118409489/44e9262b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118410000/118409500/118409489/ccec1f1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, offices](https://images.trvl-media.com/lodging/119000000/118410000/118409500/118409489/7fa2461a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/119000000/118410000/118409500/118409489/c31d7881.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Premium Urban 4BR - Perfect Mix of Comfort & Location [](https://www.expedia.co.uk/Chicago-Hotels-High-Rise-4BR-W-Views.h118409489.Hotel-Information) Near North Side 10/10 Exceptional (1 review) "Nice place, clean property, great views " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Zach L. £275 includes taxes & fees 25 Mar - 26 Mar [](https://www.expedia.co.uk/Chicago-Hotels-High-Rise-4BR-W-Views.h118409489.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/89000000/88910000/88902400/88902334/52817ea9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio | Private kitchen | Fridge, oven, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/89000000/88910000/88902400/88902334/e09cfe7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio | Exterior](https://images.trvl-media.com/lodging/89000000/88910000/88902400/88902334/4016d076.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio | Exterior](https://images.trvl-media.com/lodging/89000000/88910000/88902400/88902334/9e27f6aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chicago Third Floor Studio by 747 Lofts [](https://www.expedia.co.uk/Chicago-Hotels-Walk-To-Local-Hot-Spots-Or-Public-Transit-Prime-Location-In-The-Heart-Of-The-Windy-City-747-Lofts-Cabin-301-Hotel-Room.h88902334.Hotel-Information) West Town 9.8/10 Exceptional (7 reviews) "Clean, easy to check in, all the household items you’d expect" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason £264 includes taxes & fees 26 Mar - 27 Mar [](https://www.expedia.co.uk/Chicago-Hotels-Walk-To-Local-Hot-Spots-Or-Public-Transit-Prime-Location-In-The-Heart-Of-The-Windy-City-747-Lofts-Cabin-301-Hotel-Room.h88902334.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/105000000/104320000/104315700/104315648/3e1fd538.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/105000000/104320000/104315700/104315648/7b407b40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/105000000/104320000/104315700/104315648/6dcfa9e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/105000000/104320000/104315700/104315648/3935f43c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wrigleyville Suites [](https://www.expedia.co.uk/Chicago-Hotels-Wrigleyville-Suites.h104315648.Hotel-Information) Lakeview 9.2/10 Wonderful (30 reviews) "Very nice place to stay at. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ANDRO £101 includes taxes & fees 6 Apr - 7 Apr [](https://www.expedia.co.uk/Chicago-Hotels-Wrigleyville-Suites.h104315648.Hotel-Information) ![Comfort Double Room | Desk, laptop workspace, blackout curtains, free WiFi](https://images.trvl-media.com/lodging/113000000/112310000/112306500/112306435/4e4fcb6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/113000000/112310000/112306500/112306435/81879fe3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Studio | Desk, laptop workspace, blackout curtains, free WiFi](https://images.trvl-media.com/lodging/113000000/112310000/112306500/112306435/d6f1cd2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Double Room | Desk, laptop workspace, blackout curtains, free WiFi](https://images.trvl-media.com/lodging/113000000/112310000/112306500/112306435/11a11fca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn Chicago Southland I-80 & I-294 Near Casino [](https://www.expedia.co.uk/Chicago-Hotels-Comfort-Inn-Chicago-Wind-Creek-Casino.h112306435.Hotel-Information) Harvey 4.2/10 (74 reviews) "Under renovations so some rooms have missing appliances, even through an app they require a deposit. Utter wise nice room and workers" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Destin £71 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/Chicago-Hotels-Comfort-Inn-Chicago-Wind-Creek-Casino.h112306435.Hotel-Information) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/89000000/88910000/88902300/88902246/c3840a7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/89000000/88910000/88902300/88902246/d326ab5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/89000000/88910000/88902300/88902246/9090635f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/89000000/88910000/88902300/88902246/b81252b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin 104 by 747 Lofts [](https://www.expedia.co.uk/Chicago-Hotels-Cabin-104-By-747-Lofts.h88902246.Hotel-Information) West Town 10/10 Exceptional (9 reviews) "The place was great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) bonnie c. £157 includes taxes & fees 29 Mar - 30 Mar [](https://www.expedia.co.uk/Chicago-Hotels-Cabin-104-By-747-Lofts.h88902246.Hotel-Information) ![Breakfast, lunch, dinner served; Greek cuisine ](https://images.trvl-media.com/lodging/104000000/103470000/103465500/103465448/424c972a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-sized fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/104000000/103470000/103465500/103465448/c54d2fb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/104000000/103470000/103465500/103465448/9897f375.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gym](https://images.trvl-media.com/lodging/104000000/103470000/103465500/103465448/ee528550.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Gem Museum Suites [](https://www.expedia.co.uk/Chicago-Hotels-The-Gem-Museum-Suites.h103465448.Hotel-Information) Downtown Evanston 9.4/10 Exceptional (107 reviews) "This is a fantastic hotel with super friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) German £163 includes taxes & fees 30 Mar - 31 Mar [](https://www.expedia.co.uk/Chicago-Hotels-The-Gem-Museum-Suites.h103465448.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/89000000/88910000/88902600/88902527/36bc9794.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/89000000/88910000/88902600/88902527/f90dca5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/89000000/88910000/88902600/88902527/58be5e65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/89000000/88910000/88902600/88902527/f12d24a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin 307 by 747 Lofts [](https://www.expedia.co.uk/Chicago-Hotels-Cabin-307-By-747-Lofts.h88902527.Hotel-Information) West Town 9.6/10 Exceptional (5 reviews) "Clean, cute spot in a convenient location. Would stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) laura b. £153 includes taxes & fees 26 Mar - 27 Mar [](https://www.expedia.co.uk/Chicago-Hotels-Cabin-307-By-747-Lofts.h88902527.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/89000000/88910000/88902200/88902188/9e109626.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/89000000/88910000/88902200/88902188/36d322d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/89000000/88910000/88902200/88902188/b11d1a11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/89000000/88910000/88902200/88902188/b0cb8e3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin 301 by 747 Lofts [](https://www.expedia.co.uk/Chicago-Hotels-Cabin-301-By-747-Lofts.h88902188.Hotel-Information) West Town 8.0/10 Very good (5 reviews) "Great location. It was cozy for a quick stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gabriel M. £156 includes taxes & fees 26 Mar - 27 Mar [](https://www.expedia.co.uk/Chicago-Hotels-Cabin-301-By-747-Lofts.h88902188.Hotel-Information) ![Lounge](https://images.trvl-media.com/lodging/67000000/66430000/66425400/66425311/0480d64e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/67000000/66430000/66425400/66425311/825d44e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Signature Apartment, 1 King Bed with Sofa bed, Pool Access (Self Check-in with Virtual Front Desk) | Living area | 55-inch flat-screen TV with digital channels, TV](https://images.trvl-media.com/lodging/67000000/66430000/66425400/66425311/2969f0ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 10:00 AM to 10:00 PM, pool loungers](https://images.trvl-media.com/lodging/67000000/66430000/66425400/66425311/88e54d1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kasa River North Chicago [](https://www.expedia.co.uk/Chicago-Hotels-Kasa-River-North-Chicago.h66425311.Hotel-Information) Downtown Chicago 9.6/10 Exceptional (187 reviews) "Nice area if you are renting a car, be aware that you would have to pay for street parking or go over a few blocks and park in a parking lot." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daysha [](https://www.expedia.co.uk/Chicago-Hotels-Kasa-River-North-Chicago.h66425311.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/89000000/88910000/88902500/88902456/52022c01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/89000000/88910000/88902500/88902456/8ae2c510.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio | Private kitchen | Fridge, oven, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/89000000/88910000/88902500/88902456/5f82c6e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio | Exterior](https://images.trvl-media.com/lodging/89000000/88910000/88902500/88902456/71624a0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### River West, Third Floor Chicago by 747 Lofts [](https://www.expedia.co.uk/Chicago-Hotels-The-Perfect-Home-Away-From-Home-For-Your-Romantic-Urban-Getaway-747-Lofts-Cabin-307-Hotel-Room.h88902456.Hotel-Information) West Town 9.0/10 Wonderful (18 reviews) "Cvs. Dunkin Donuts. Pizza pie all 1-2 blocks walking distance " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul £160 includes taxes & fees 26 Mar - 27 Mar [](https://www.expedia.co.uk/Chicago-Hotels-The-Perfect-Home-Away-From-Home-For-Your-Romantic-Urban-Getaway-747-Lofts-Cabin-307-Hotel-Room.h88902456.Hotel-Information) ![Studio | Living area](https://images.trvl-media.com/lodging/89000000/88870000/88870000/88869909/ffc89aa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio | Interior](https://images.trvl-media.com/lodging/89000000/88870000/88870000/88869909/f020c8c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio | Private kitchen | Fridge, oven, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/89000000/88870000/88870000/88869909/1d5178cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio | Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/89000000/88870000/88870000/88869909/3394dadf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ground Floor Studios in Chicago by 747 Lofts [](https://www.expedia.co.uk/Chicago-Hotels-Stylish-Studio-Offers-The-Perfect-Location-For-Your-Windy-City-Wanderings-747-Lofts-Cabin-101-Hotel-Room.h88869909.Hotel-Information) West Town 9.0/10 Wonderful (21 reviews) "Its was in a good location for anyone who has family close by. Bed was wonderful. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan £153 includes taxes & fees 29 Mar - 30 Mar [](https://www.expedia.co.uk/Chicago-Hotels-Stylish-Studio-Offers-The-Perfect-Location-For-Your-Windy-City-Wanderings-747-Lofts-Cabin-101-Hotel-Room.h88869909.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.co.uk/Hotel-Search?startDate=2026-04-07&endDate=2026-04-08®ionId=553248635074842823&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find holiday rentals that suit your style Aparthotels [](https://www.expedia.co.uk/Hotel-Search?destination=South+Side%2C+Illinois%2C+United+States+of+America®ionId=553248635074842823&latLong=41.805466%2C-87.608765&adults=2&startDate=2026-06-21&d1=2026-06-21&endDate=2026-06-24&d2=2026-06-24&lodging=APART_HOTEL) Apartments [](https://www.expedia.co.uk/Hotel-Search?destination=South+Side%2C+Illinois%2C+United+States+of+America®ionId=553248635074842823&latLong=41.805466%2C-87.608765&adults=2&startDate=2026-06-21&d1=2026-06-21&endDate=2026-06-24&d2=2026-06-24&lodging=APARTMENT) Villas [](https://www.expedia.co.uk/Hotel-Search?destination=South+Side%2C+Illinois%2C+United+States+of+America®ionId=553248635074842823&latLong=41.805466%2C-87.608765&adults=2&startDate=2026-06-21&d1=2026-06-21&endDate=2026-06-24&d2=2026-06-24&lodging=VILLA) Cabins [](https://www.expedia.co.uk/Hotel-Search?destination=South+Side%2C+Illinois%2C+United+States+of+America®ionId=553248635074842823&latLong=41.805466%2C-87.608765&adults=2&startDate=2026-06-21&d1=2026-06-21&endDate=2026-06-24&d2=2026-06-24&lodging=CABIN) Cottages [](https://www.expedia.co.uk/Hotel-Search?destination=South+Side%2C+Illinois%2C+United+States+of+America®ionId=553248635074842823&latLong=41.805466%2C-87.608765&adults=2&startDate=2026-06-21&d1=2026-06-21&endDate=2026-06-24&d2=2026-06-24&lodging=COTTAGE) Condos [](https://www.expedia.co.uk/Hotel-Search?destination=South+Side%2C+Illinois%2C+United+States+of+America®ionId=553248635074842823&latLong=41.805466%2C-87.608765&adults=2&startDate=2026-06-21&d1=2026-06-21&endDate=2026-06-24&d2=2026-06-24&lodging=CONDO) Private holiday homes [](https://www.expedia.co.uk/Hotel-Search?destination=South+Side%2C+Illinois%2C+United+States+of+America®ionId=553248635074842823&latLong=41.805466%2C-87.608765&adults=2&startDate=2026-06-21&d1=2026-06-21&endDate=2026-06-24&d2=2026-06-24&lodging=VACATION_HOME) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FSouth-Side-Apart-Hotels.d553248635074842823-aaApartHotels.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSouth-Side-Apart-Hotels.d553248635074842823-aaApartHotels.Travel-Guide-Accommodation) ## Top South Side Hotel Reviews ![Carlton Inn Midway](https://images.trvl-media.com/lodging/3000000/2950000/2949200/2949171/efb1181a_y.jpg) ### Carlton Inn Midway 4/10 Poor "El cuarto olía mucho a cigarro y según era no fumar. " [](https://expedia.co.uk/Chicago-Hotels-Carlton-Inn-Midway.h2949171.Hotel-Information) ![Jaslin Hotel](https://images.trvl-media.com/lodging/14000000/13330000/13320300/13320264/90849841_y.jpg) ### Jaslin Hotel 10/10 Excellent "Had a great stay " [](https://expedia.co.uk/Chicago-Hotels-Jaslin-Hotel.h13320264.Hotel-Information) ![Holiday Inn Chicago – Midway Airport S by IHG](https://images.trvl-media.com/lodging/1000000/10000/2200/2190/d5acb403_y.jpg) ### Holiday Inn Chicago – Midway Airport S by IHG 10/10 Excellent "Great staff , enjoyed our stay , very close to where we needed to be " [](https://expedia.co.uk/Chicago-Hotels-Holiday-Inn-Chicago-Mall-Area-Mdw-Arpt-S.h2190.Hotel-Information) ![Chinatown Hotel Chicago](https://images.trvl-media.com/lodging/2000000/1120000/1118400/1118357/099e5443_y.jpg) ### Chinatown Hotel Chicago 2/10 Terrible "This was hands down the worst hotel I've ever seen. Mattress was covered in piss stains, there was puke on the computer desk, the blinds were broken, dresser was missing drawers, the bad frame was straight up made of 2x4's, and the dude at the front desk was on a personal call the entire time he was checking me in. They also offer you a free can of Coke if you give them a 10/10 review. So desperate. I'm trying to get a refund right now because we refused to stay there under such conditions. STAY AWAY FROM THIS PLACE. " [](https://expedia.co.uk/Chicago-Hotels-Chinatown-Hotel-Chicago.h1118357.Hotel-Information) ![Comfy 4 bedroom Apartment in the center of CHICAGO! 15 mins from Downtown!](https://images.trvl-media.com/lodging/74000000/73640000/73639200/73639173/e6f80b77_y.jpg) ### Comfy 4 bedroom Apartment in the center of CHICAGO! 15 mins from Downtown! 8/10 Good "Lack of amenities " [](https://expedia.co.uk/Chicago-Hotels-Comfy-4-Bedroom-Apartment-In-The-Center-Of-CHICAGO-15-Mins-From-Downtown.h73639173.Hotel-Information) ![Sophy Hyde Park](https://images.trvl-media.com/lodging/23000000/22360000/22355300/22355297/f1fd01e1_y.jpg) ### Sophy Hyde Park 10/10 Excellent "This is my Chicago home away from home - it is beautiful " [](https://expedia.co.uk/Chicago-Hotels-Sophy-Hyde-Park.h22355297.Hotel-Information) ![Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG](https://images.trvl-media.com/lodging/1000000/210000/201300/201281/e8f8e393_y.jpg) ### Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG 8/10 Good "Bathroom extremely clean " [](https://expedia.co.uk/Chicago-Hotels-Holiday-Inn-Express-Hotel-Suites-Chicago-Midway-Airport.h201281.Hotel-Information) ![Chicago Lake Shore Hotel](https://images.trvl-media.com/lodging/1000000/10000/7400/7341/5dc5b9fc_y.jpg) ### Chicago Lake Shore Hotel 8/10 Good "The room was really spotless. Really comfortable bed and the pillows are nice as well. Comes with microwave and fridge as well. However the shower head pressure was significantly weak. And the plugs for both nightstands didn't work. It would have been nice if there were a complimentary breakfast as well.But overall the room was really good. " [](https://expedia.co.uk/Chicago-Hotels-Chicago-Lake-Shore-Hotel.h7341.Hotel-Information) ![SpringHill Suites by Marriott Chicago Chinatown](https://images.trvl-media.com/lodging/65000000/64630000/64624400/64624399/575b0923_y.jpg) ### SpringHill Suites by Marriott Chicago Chinatown 10/10 Excellent "CLEAN room. Respectable staff. Good location near McCormick Place Convention Center. Would definitely stay again! Thank you!" [](https://expedia.co.uk/Chicago-Hotels-SpringHill-Suites-By-Marriott-Chicago-Chinatown.h64624399.Hotel-Information) ## Find out more about South Side ## South Side Serviced Apartments information | Number of reviews | 2,732 | | ----------------- | --------------------- | | Accommodation | 1 Serviced Apartments | | Lowest Price | £71 | | Highest Price | £275 | ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - More ways to book - [4 Star Hotels in McKinley Park ](https://www.expedia.co.uk/4Star-McKinley-Park-Chicago-Hotels.s40-n6132389-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in New City ](https://www.expedia.co.uk/5Star-New-City-Chicago-Hotels.s50-n6132388-0.Travel-Guide-Filter-Hotels) - [Gay-Friendly Hotels in Armour Square ](https://www.expedia.co.uk/Armour-Square-Chicago-Hotels-Gay-Friendly-Hotel.0-n6132365-0-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Bridgeport Hotels ](https://www.expedia.co.uk/Bridgeport-Chicago-Hotels.0-n6132075-0.Travel-Guide-Filter-Hotels) - 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